IT1191945B - N-ALCHYLAMIDS OF D (+) - CARNITINE EQUIPPED WITH ANTIBACTERIAL ACTIVITY, PROCEDURE FOR THEIR PREPARATION AND PHARMACEUTICAL AND COSMETIC COMPOSITIONS CONTAINING THEM - Google Patents

N-ALCHYLAMIDS OF D (+) - CARNITINE EQUIPPED WITH ANTIBACTERIAL ACTIVITY, PROCEDURE FOR THEIR PREPARATION AND PHARMACEUTICAL AND COSMETIC COMPOSITIONS CONTAINING THEM

Info

Publication number
IT1191945B
IT1191945B IT48097/86A IT4809786A IT1191945B IT 1191945 B IT1191945 B IT 1191945B IT 48097/86 A IT48097/86 A IT 48097/86A IT 4809786 A IT4809786 A IT 4809786A IT 1191945 B IT1191945 B IT 1191945B
Authority
IT
Italy
Prior art keywords
carnitine
antibacterial activity
cosmetic compositions
pharmaceutical
alchylamids
Prior art date
Application number
IT48097/86A
Other languages
Italian (it)
Other versions
IT8648097A0 (en
Inventor
Paolo Cavazza
Giulio Fiorentini
Original Assignee
Avantgarde Spa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Avantgarde Spa filed Critical Avantgarde Spa
Priority to IT48097/86A priority Critical patent/IT1191945B/en
Publication of IT8648097A0 publication Critical patent/IT8648097A0/en
Priority to DE8787830211T priority patent/DE3767805D1/en
Priority to EP87830211A priority patent/EP0255807B1/en
Priority to ES87830211T priority patent/ES2019663B3/en
Priority to AT87830211T priority patent/ATE60576T1/en
Priority to JP62142128A priority patent/JPH0657686B2/en
Application granted granted Critical
Publication of IT1191945B publication Critical patent/IT1191945B/en
Priority to US07/295,914 priority patent/US4871773A/en
Priority to US07/410,001 priority patent/US5258552A/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005Antimicrobial preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/205Amine addition salts of organic acids; Inner quaternary ammonium salts, e.g. betaine, carnitine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q9/00Preparations for removing hair or for aiding hair removal
    • A61Q9/02Shaving preparations
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Abstract

N-alkylamide of D(+)-carnitine having general formula (I) <CHEM> wherein: X<-> is OH<-> or the anion of a pharmacologically acceptable acid (preferably Cl<->), and R is a straight C10-C16 alkyl radical are prepared via transamination by reacting (D(+)-carnitin-amide halogenide with an amino of formula NH2R wherein R has the above-identified meaning in an acid environment (e.g. H3PO4) in the presence of a high-boiling solvent (e.g. ethylene glycol). N-alkylamides (I) are endowed with potent antibacterial activity and are suitable for preparing pharmaceutical and cosmetic compositions.
IT48097/86A 1986-06-04 1986-06-04 N-ALCHYLAMIDS OF D (+) - CARNITINE EQUIPPED WITH ANTIBACTERIAL ACTIVITY, PROCEDURE FOR THEIR PREPARATION AND PHARMACEUTICAL AND COSMETIC COMPOSITIONS CONTAINING THEM IT1191945B (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
IT48097/86A IT1191945B (en) 1986-06-04 1986-06-04 N-ALCHYLAMIDS OF D (+) - CARNITINE EQUIPPED WITH ANTIBACTERIAL ACTIVITY, PROCEDURE FOR THEIR PREPARATION AND PHARMACEUTICAL AND COSMETIC COMPOSITIONS CONTAINING THEM
DE8787830211T DE3767805D1 (en) 1986-06-04 1987-06-03 N-ALKYLAMIDES OF D (+) CARNITINE WITH BACTERICIDAL EFFECT, THEIR PRODUCTION METHOD AND THE PHARMACEUTICAL AND COSMETIC PRODUCTS CONTAINING THEM.
EP87830211A EP0255807B1 (en) 1986-06-04 1987-06-03 N-alkylamides of d-(+) -carnitine having antibacterial activity, process for their preparation and pharmaceutical and cosmetic compositions containing same
ES87830211T ES2019663B3 (en) 1986-06-04 1987-06-03 N-ALKYLAMIDES OF D - (+) - CARNITINE THAT HAVE ANTIBACTERIAL ACTIVITY, PROCEDURE FOR ITS PREPARATION AND PHARMACEUTICAL AND COSMETIC COMPOSITIONS THAT CONTAIN THEM.
AT87830211T ATE60576T1 (en) 1986-06-04 1987-06-03 N-ALKYLAMIDES OF D(+)CARNITINE WITH BACTERICIDAL EFFECTS, THEIR PRODUCTION PROCESSES AND PHARMACEUTICAL AND COSMETIC AGENTS CONTAINING THEM.
JP62142128A JPH0657686B2 (en) 1986-06-04 1987-06-04 D (+)-carnitine alkylamide
US07/295,914 US4871773A (en) 1986-06-04 1989-01-11 N-alkylamides of D(+)-carnitine having antibacterial activity, process for their preparation and pharmaceutical and cosmetic compositions containing same
US07/410,001 US5258552A (en) 1986-06-04 1989-09-19 N-alkylamides of d(+)-carnitine having antibacterial activity, process for their preparation and pharmaceutical and cosmetic compositions containing same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT48097/86A IT1191945B (en) 1986-06-04 1986-06-04 N-ALCHYLAMIDS OF D (+) - CARNITINE EQUIPPED WITH ANTIBACTERIAL ACTIVITY, PROCEDURE FOR THEIR PREPARATION AND PHARMACEUTICAL AND COSMETIC COMPOSITIONS CONTAINING THEM

Publications (2)

Publication Number Publication Date
IT8648097A0 IT8648097A0 (en) 1986-06-04
IT1191945B true IT1191945B (en) 1988-03-31

Family

ID=11264500

Family Applications (1)

Application Number Title Priority Date Filing Date
IT48097/86A IT1191945B (en) 1986-06-04 1986-06-04 N-ALCHYLAMIDS OF D (+) - CARNITINE EQUIPPED WITH ANTIBACTERIAL ACTIVITY, PROCEDURE FOR THEIR PREPARATION AND PHARMACEUTICAL AND COSMETIC COMPOSITIONS CONTAINING THEM

Country Status (7)

Country Link
US (1) US4871773A (en)
EP (1) EP0255807B1 (en)
JP (1) JPH0657686B2 (en)
AT (1) ATE60576T1 (en)
DE (1) DE3767805D1 (en)
ES (1) ES2019663B3 (en)
IT (1) IT1191945B (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1235494B (en) * 1987-12-02 1992-09-04 Avantgarde Spa N-ALCHYLAMIDS OF DL AND L (-) CARNITINE EQUIPPED WITH ANTIBACTERIAL ACTIVITY, PROCEDURE FOR THEIR PREPARATION AND PHARMACEUTICAL AND COSMETIC COMPOSITIONS CONTAINING THEM
JP2775154B2 (en) * 1988-04-26 1998-07-16 株式会社資生堂 Anti-skin and anti-aging agents
JP2696523B2 (en) * 1988-04-26 1998-01-14 株式会社資生堂 Anti-dandruff agent and hair cosmetic
IT1231944B (en) * 1989-05-05 1992-01-16 Sigma Tau Ind Farmaceuti PHARMACEUTICAL COMPOSITION FOR THE TREATMENT OF PROTOZOOSIS, ESPECIALLY OF TRIPASONOMYASIS INCLUDING D-CARNITINE OR AN ALCANOYL DERIVATIVE OF D-CARNITINE
IT1254135B (en) * 1992-01-16 1995-09-08 Sigma Tau Ind Farmaceuti ACIL CARNITINE ESTERS WITH LONG CHAIN ALIPHATIC ALCOHOLS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM, WITH ANTIBACTERIAL ACTIVITY.
IT1254136B (en) * 1992-01-16 1995-09-08 Sigma Tau Ind Farmaceuti ACIL CARNITINE ESTERS WITH LONG CHAIN ALIPHATIC ALCOHOLS AND PHARMACEUTICAL COMPOSITIONS THAT CONTAIN THEM, WITH ANTI-Fungal activity.
IT1261231B (en) * 1993-04-08 1996-05-09 Sigma Tau Ind Farmaceuti IMPROVED PROCEDURE FOR THE PREPARATION OF L - (-) - CARNITINE FROM A WASTE PRODUCT WITH OPPOSITE CONFIGURATION.
DE19855935A1 (en) * 1998-12-04 2000-06-08 Beiersdorf Ag Use of functionally substituted betaines as antiperspirants
DE19933608A1 (en) * 1999-07-17 2001-01-18 Henkel Ecolab Gmbh & Co Ohg Disinfectant shave
US7105691B2 (en) 2003-06-26 2006-09-12 Colgate-Palmolive Company Aluminum / zirconium / glycine antiperspirant actives stabilized with Betaine
US20100255307A1 (en) * 2007-07-27 2010-10-07 Cargill Inc. Micronization of polyols

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL54424C (en) *

Also Published As

Publication number Publication date
JPS62298566A (en) 1987-12-25
ES2019663B3 (en) 1991-07-01
JPH0657686B2 (en) 1994-08-03
IT8648097A0 (en) 1986-06-04
DE3767805D1 (en) 1991-03-07
EP0255807B1 (en) 1991-01-30
EP0255807A3 (en) 1988-08-31
ATE60576T1 (en) 1991-02-15
US4871773A (en) 1989-10-03
EP0255807A2 (en) 1988-02-10

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Legal Events

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TA Fee payment date (situation as of event date), data collected since 19931001

Effective date: 19970515